A historic building with a green roof, surrounded by well-maintained gardens and a stone fence.

Vacation Homes in Durham Region

Compare and save

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sep - 27 Sep
In four months
23 Oct - 25 Oct

Our top choices for Durham Region vacation homes

Terrace/patio

Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place

Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place
Beaverton
9.2 out of 10, Wonderful, (70 reviews)
"Very nice place to stay!!!"
United States
Derrick B.
The price is AED 1,087
AED 2,240 total
includes taxes & fees
6 Jul - 7 Jul
Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place
Sun loungers

Executive Retreat/Forest Trails/Golfing/Skating

Executive Retreat/Forest Trails/Golfing/Skating
Whitby
10.0 out of 10, Exceptional, (1 review)
"Thanks for letting us stay it was very relaxing."
United States
Chris S.
The price is AED 391
AED 734 total
includes taxes & fees
17 Jul - 18 Jul
Executive Retreat/Forest Trails/Golfing/Skating
Interior

Assets Event Venue Modern interior with elegant Décor.

Assets Event Venue Modern interior with elegant Décor.
Whitby
9.2 out of 10, Wonderful, (16 reviews)
"It was an excellent choice for our family to gather and celebrate a local wedding."
Canada
Jane H.
The price is AED 4,658
AED 8,014 total
includes taxes & fees
2 Jul - 3 Jul
Assets Event Venue Modern interior with elegant Décor.
Private kitchen

New Modern Home + Free Parking In Ajax

New Modern Home + Free Parking In Ajax
Ajax
8.0 out of 10, Very Good, (8 reviews)
"Wonderful place!! "
United States
Alejandro
The price is AED 453
AED 921 total
includes taxes & fees
5 Jul - 6 Jul
New Modern Home + Free Parking In Ajax
Beach

Green Door

Green Door
Beaverton
9.2 out of 10, Wonderful, (12 reviews)
"House was clean. Everything works. Great location. Had a great time. Would stay again. "
Canada
Todd P.
Green Door
Interior

Newly Renovated Home in Whitby

Newly Renovated Home in Whitby
Whitby
9.2 out of 10, Wonderful, (17 reviews)
"All good. Thanks for hosting us we had an amazing stay. Really loved having a real wood burning fireplace. Very romantic stay. "
Canada
Roger
Newly Renovated Home in Whitby
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Detached 3 BR home in Ajax,ON

Detached 3 BR home in Ajax,ON
Ajax
9.6 out of 10, Exceptional, (44 reviews)
"Great house for family to stay at to attend wedding at deer creek. Host was very responsive and place was as described!"
Canada
Christina N.
Detached 3 BR home in Ajax,ON
Smart TV, fireplace

Entire 1 bedroom basement suite with separate entrance in North Oshawa

Entire 1 bedroom basement suite with separate entrance in North Oshawa
Donevan
9.4 out of 10, Exceptional, (14 reviews)
"Great place to stay if you need a short drive to Tribute Communities Centre. Samantha responds to inquiries quickly and the check in process is simple. "
Canada
Anne H.
The price is AED 196
AED 446 total
includes taxes & fees
1 Jul - 2 Jul
Entire 1 bedroom basement suite with separate entrance in North Oshawa
Interior

Varcoe House Award-Winning Historic Home | Sleeps 8 | Weddings & Events Friendly

Varcoe House Award-Winning Historic Home | Sleeps 8 | Weddings & Events Friendly
Newcastle
9.8 out of 10, Exceptional, (17 reviews)
"Host was very friendly and the rental was beautiful "
Canada
PlanB
Varcoe House Award-Winning Historic Home | Sleeps 8 | Weddings & Events Friendly
Interior

Charming 4-bedroom house with Central air and WiFi in Oshawa

Charming 4-bedroom house with Central air and WiFi in Oshawa
Windfields
6.6 out of 10, (9 reviews)
"Clean great location good priceWell worth it"
United States
Gordon D.
The price is AED 303
AED 1,061 total
includes taxes & fees
30 Jun - 1 Jul
Charming 4-bedroom house with Central air and WiFi in Oshawa
Lobby

Soft landing spot | Relaxed basement hideout

Soft landing spot | Relaxed basement hideout
Ajax
8.0 out of 10, Very Good, (1 review)
"Great location and pet friendly!Host was kind and easy to communicate with.Could only see one photo on the listing- rest of property is nice.Minimal counter space in the bathroom.Only one sink/basin in kitchen, no dishwasher.Couldn't figure out to operate the dryer."
Canada
Mara S.
Soft landing spot | Relaxed basement hideout
Interior

Beautiful three bedroom house in Pickering

Beautiful three bedroom house in Pickering
Pickering
9.6 out of 10, Exceptional, (9 reviews)
"It was a great time the property was located on a very convenient location ."
United States
Nashiba N.
Beautiful three bedroom house in Pickering
Fridge, microwave, oven, stovetop

Together Time Getaway, Just 5 Mins to Hwy 401

Together Time Getaway, Just 5 Mins to Hwy 401
Courtice
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful place to stay, very clean and cozy, would highly recommend!"
Canada
Lisamarie
The price is AED 285
AED 442 total
includes taxes & fees
7 Jul - 8 Jul
Together Time Getaway, Just 5 Mins to Hwy 401
Interior

Walk out to Salmon Creek

Walk out to Salmon Creek
Bowmanville
10.0 out of 10, Exceptional, (2 reviews)
"Clean and spacious "
Canada
David
The price is AED 155
AED 433 total
includes taxes & fees
30 Jun - 1 Jul
Walk out to Salmon Creek
Interior

BEACH HOUSE : FIRST FLOOR

BEACH HOUSE : FIRST FLOOR
Pickering
The price is AED 295
AED 620 total
includes taxes & fees
21 Jul - 22 Jul
BEACH HOUSE : FIRST FLOOR
Interior

Little Haven Loft

Little Haven Loft
Whitby
Little Haven Loft
Exterior

Remote & peaceful 3BR/2BA Luxury Getaway on a remote farm 10 min to DT Beaverton

Remote & peaceful 3BR/2BA Luxury Getaway on a remote farm 10 min to DT Beaverton
Beaverton
9.8 out of 10, Exceptional, (6 reviews)
"The location of the house was great. A nice quiet remodeled farmhouse. Will definitely stay here again!"
United States
Elizabeth Z.
Remote & peaceful 3BR/2BA Luxury Getaway on a remote farm 10 min to DT Beaverton
Iron/ironing board, WiFi, bed sheets

Embers Nest - 5 beds, 4 baths, 2 park, Backyard, Thermea Spa

Embers Nest - 5 beds, 4 baths, 2 park, Backyard, Thermea Spa
Whitby
8.0 out of 10, Very Good, (1 review)
"A lot of beds, nice quiet area, good view. It was fairly clean but needs some maintenance."
Canada
Jesse
The price is AED 947
AED 1,725 total
includes taxes & fees
12 Jul - 13 Jul
Embers Nest - 5 beds, 4 baths, 2 park, Backyard, Thermea Spa
Exterior

Chic 2BR Suite Stylish Stay w/ Kitchen + Backyard

Chic 2BR Suite Stylish Stay w/ Kitchen + Backyard
Pickering
10.0 out of 10, Exceptional, (1 review)
"Place was amazing. Super clean. Jasmine was super helpful with any questions I had and also had great recommendations."
United States
Branden T.
The price is AED 389
AED 1,060 total
includes taxes & fees
12 Jul - 13 Jul
Chic 2BR Suite Stylish Stay w/ Kitchen + Backyard
Smart TV, fireplace

Stunning & Bright - My home is close to the highway & Thermea Spa

Stunning & Bright - My home is close to the highway & Thermea Spa
Whitby
8.0 out of 10, Very Good, (4 reviews)
"In town for OMHA finals and this was perfect. Nice and close to each arena. Host was great and quick to respond."
Canada
L M.
The price is AED 1,223
AED 2,247 total
includes taxes & fees
1 Jul - 2 Jul
Stunning & Bright - My home is close to the highway & Thermea Spa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Durham Region Hotel Reviews

Holiday Inn Express & Suites Oshawa Downtown - Toronto Area by IHG

Holiday Inn Express & Suites Oshawa Downtown - Toronto Area by IHG

10/10 Excellent
"Good Breakfast and parking"
Rachel 2-night trip
Posted 4 hours ago
Holiday Inn Express & Suites Oshawa Downtown - Toronto Area by IHG